Synthesis and preliminary evaluation of curcumin analogues as cytotoxic agents
Several synthetic curcumin analogues, especially 32 and 34, exhibited highly selective cytotoxicity against human epidermoid carcinoma cell line A-431 and human glioblastoma cell line U-251, suggesting their specific potential in the chemoprevention and chemotherapy of skin cancer and glioma. A seri...
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| Veröffentlicht in: | Bioorganic & medicinal chemistry letters 2011-02, Vol.21 (3), p.1010-1014 |
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| container_title | Bioorganic & medicinal chemistry letters |
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| creator | Zhang, Qin Zhong, Ying Yan, Lin-Na Sun, Xun Gong, Tao Zhang, Zhi-Rong |
| description | Several synthetic curcumin analogues, especially
32 and
34, exhibited highly selective cytotoxicity against human epidermoid carcinoma cell line A-431 and human glioblastoma cell line U-251, suggesting their specific potential in the chemoprevention and chemotherapy of skin cancer and glioma.
A series of curcumin analogues with different substituents at the 4-position of the phenyl group were synthesized and screened for in vitro cytotoxicity against a panel of human cancer cell lines. Several novel curcumin analogues, especially
32 and
34, exhibited selective and potent cytotoxic activity against human epidermoid carcinoma cell line A-431 and human glioblastoma cell line U-251, implying their specific potential in the chemoprevention and chemotherapy of skin cancer and glioma. The preliminary SAR information extracted from the results suggested that introduction of appropriate substituents to the 4′-positions could be a promising approach for the development of new cytotoxic curcumin analogues with special selectivity for A-431 and U-251 cell lines. |
| doi_str_mv | 10.1016/j.bmcl.2010.12.020 |
| format | Article |
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32 and
34, exhibited highly selective cytotoxicity against human epidermoid carcinoma cell line A-431 and human glioblastoma cell line U-251, suggesting their specific potential in the chemoprevention and chemotherapy of skin cancer and glioma.
A series of curcumin analogues with different substituents at the 4-position of the phenyl group were synthesized and screened for in vitro cytotoxicity against a panel of human cancer cell lines. Several novel curcumin analogues, especially
32 and
34, exhibited selective and potent cytotoxic activity against human epidermoid carcinoma cell line A-431 and human glioblastoma cell line U-251, implying their specific potential in the chemoprevention and chemotherapy of skin cancer and glioma. The preliminary SAR information extracted from the results suggested that introduction of appropriate substituents to the 4′-positions could be a promising approach for the development of new cytotoxic curcumin analogues with special selectivity for A-431 and U-251 cell lines.</description><identifier>ISSN: 0960-894X</identifier><identifier>EISSN: 1464-3405</identifier><identifier>DOI: 10.1016/j.bmcl.2010.12.020</identifier><identifier>PMID: 21215629</identifier><language>eng</language><publisher>Amsterdam: Elsevier Ltd</publisher><subject>Antineoplastic agents ; Antineoplastic Agents - chemical synthesis ; Antineoplastic Agents - chemistry ; Antineoplastic Agents - toxicity ; Biological and medical sciences ; carcinoma ; Cell Line, Tumor ; chemoprevention ; chemotherapy ; curcumin ; Curcumin - analogs & derivatives ; Curcumin - chemical synthesis ; Curcumin - chemistry ; Curcumin - toxicity ; Curcumin analogues ; Cytotoxicity ; Drug Screening Assays, Antitumor ; General aspects ; Humans ; Medical sciences ; Pharmacology. Drug treatments ; skin neoplasms ; Structure-Activity Relationship ; Synthesis</subject><ispartof>Bioorganic & medicinal chemistry letters, 2011-02, Vol.21 (3), p.1010-1014</ispartof><rights>2011</rights><rights>2015 INIST-CNRS</rights><rights>Copyright © 2011. Published by Elsevier Ltd.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c441t-f3aa966e152094e27f1ebf3615851a44463dbb929aa16979734eba075466ddb83</citedby><cites>FETCH-LOGICAL-c441t-f3aa966e152094e27f1ebf3615851a44463dbb929aa16979734eba075466ddb83</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0960894X10017749$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,27903,27904,65309</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=23829537$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/21215629$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Zhang, Qin</creatorcontrib><creatorcontrib>Zhong, Ying</creatorcontrib><creatorcontrib>Yan, Lin-Na</creatorcontrib><creatorcontrib>Sun, Xun</creatorcontrib><creatorcontrib>Gong, Tao</creatorcontrib><creatorcontrib>Zhang, Zhi-Rong</creatorcontrib><title>Synthesis and preliminary evaluation of curcumin analogues as cytotoxic agents</title><title>Bioorganic & medicinal chemistry letters</title><addtitle>Bioorg Med Chem Lett</addtitle><description>Several synthetic curcumin analogues, especially
32 and
34, exhibited highly selective cytotoxicity against human epidermoid carcinoma cell line A-431 and human glioblastoma cell line U-251, suggesting their specific potential in the chemoprevention and chemotherapy of skin cancer and glioma.
A series of curcumin analogues with different substituents at the 4-position of the phenyl group were synthesized and screened for in vitro cytotoxicity against a panel of human cancer cell lines. Several novel curcumin analogues, especially
32 and
34, exhibited selective and potent cytotoxic activity against human epidermoid carcinoma cell line A-431 and human glioblastoma cell line U-251, implying their specific potential in the chemoprevention and chemotherapy of skin cancer and glioma. The preliminary SAR information extracted from the results suggested that introduction of appropriate substituents to the 4′-positions could be a promising approach for the development of new cytotoxic curcumin analogues with special selectivity for A-431 and U-251 cell lines.</description><subject>Antineoplastic agents</subject><subject>Antineoplastic Agents - chemical synthesis</subject><subject>Antineoplastic Agents - chemistry</subject><subject>Antineoplastic Agents - toxicity</subject><subject>Biological and medical sciences</subject><subject>carcinoma</subject><subject>Cell Line, Tumor</subject><subject>chemoprevention</subject><subject>chemotherapy</subject><subject>curcumin</subject><subject>Curcumin - analogs & derivatives</subject><subject>Curcumin - chemical synthesis</subject><subject>Curcumin - chemistry</subject><subject>Curcumin - toxicity</subject><subject>Curcumin analogues</subject><subject>Cytotoxicity</subject><subject>Drug Screening Assays, Antitumor</subject><subject>General aspects</subject><subject>Humans</subject><subject>Medical sciences</subject><subject>Pharmacology. Drug treatments</subject><subject>skin neoplasms</subject><subject>Structure-Activity Relationship</subject><subject>Synthesis</subject><issn>0960-894X</issn><issn>1464-3405</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2011</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqNkU1v1DAQhi0EokvhD3CAXBCnLP6YOLHEpar4kqr2UCpxsybOZPEqiRc7qdh_j1e7wK3qydL4eWdGzzD2WvC14EJ_2K7b0Q1ryQ8FueaSP2ErARpKBbx6ylbcaF42Bn6csRcpbTkXwAGeszMppKi0NCt2fbuf5p-UfCpw6opdpMGPfsK4L-gehwVnH6Yi9IVbolvyT8ZwCJuFciAVbj-HOfz2rsANTXN6yZ71OCR6dXrP2d3nT98vv5ZXN1--XV5clQ5AzGWvEI3WJCrJDZCse0Ftr7SomkogAGjVta2RBlFoU5taAbXI6wq07rq2Uefs_bHvLoZfeZfZjj45GgacKCzJNo3Khrh4BAm1bFRjZCblkXQxpBSpt7vox2zCCm4Pwu3WHoTbg3ArpM3Cc-jNqf3SjtT9i_w1nIF3JwCTw6GPODmf_nOqkaZSdebeHrkeg8VNzMzdbZ5U5aspULXOxMcjQVnsvadok_M0Oep8JDfbLviHNv0DpIynUA</recordid><startdate>20110201</startdate><enddate>20110201</enddate><creator>Zhang, Qin</creator><creator>Zhong, Ying</creator><creator>Yan, Lin-Na</creator><creator>Sun, Xun</creator><creator>Gong, Tao</creator><creator>Zhang, Zhi-Rong</creator><general>Elsevier Ltd</general><general>Elsevier</general><scope>FBQ</scope><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><scope>7QO</scope><scope>8FD</scope><scope>FR3</scope><scope>P64</scope></search><sort><creationdate>20110201</creationdate><title>Synthesis and preliminary evaluation of curcumin analogues as cytotoxic agents</title><author>Zhang, Qin ; Zhong, Ying ; Yan, Lin-Na ; Sun, Xun ; Gong, Tao ; Zhang, Zhi-Rong</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c441t-f3aa966e152094e27f1ebf3615851a44463dbb929aa16979734eba075466ddb83</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2011</creationdate><topic>Antineoplastic agents</topic><topic>Antineoplastic Agents - chemical synthesis</topic><topic>Antineoplastic Agents - chemistry</topic><topic>Antineoplastic Agents - toxicity</topic><topic>Biological and medical sciences</topic><topic>carcinoma</topic><topic>Cell Line, Tumor</topic><topic>chemoprevention</topic><topic>chemotherapy</topic><topic>curcumin</topic><topic>Curcumin - analogs & derivatives</topic><topic>Curcumin - chemical synthesis</topic><topic>Curcumin - chemistry</topic><topic>Curcumin - toxicity</topic><topic>Curcumin analogues</topic><topic>Cytotoxicity</topic><topic>Drug Screening Assays, Antitumor</topic><topic>General aspects</topic><topic>Humans</topic><topic>Medical sciences</topic><topic>Pharmacology. Drug treatments</topic><topic>skin neoplasms</topic><topic>Structure-Activity Relationship</topic><topic>Synthesis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Zhang, Qin</creatorcontrib><creatorcontrib>Zhong, Ying</creatorcontrib><creatorcontrib>Yan, Lin-Na</creatorcontrib><creatorcontrib>Sun, Xun</creatorcontrib><creatorcontrib>Gong, Tao</creatorcontrib><creatorcontrib>Zhang, Zhi-Rong</creatorcontrib><collection>AGRIS</collection><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><collection>Biotechnology Research Abstracts</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><jtitle>Bioorganic & medicinal chemistry letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Zhang, Qin</au><au>Zhong, Ying</au><au>Yan, Lin-Na</au><au>Sun, Xun</au><au>Gong, Tao</au><au>Zhang, Zhi-Rong</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis and preliminary evaluation of curcumin analogues as cytotoxic agents</atitle><jtitle>Bioorganic & medicinal chemistry letters</jtitle><addtitle>Bioorg Med Chem Lett</addtitle><date>2011-02-01</date><risdate>2011</risdate><volume>21</volume><issue>3</issue><spage>1010</spage><epage>1014</epage><pages>1010-1014</pages><issn>0960-894X</issn><eissn>1464-3405</eissn><abstract>Several synthetic curcumin analogues, especially
32 and
34, exhibited highly selective cytotoxicity against human epidermoid carcinoma cell line A-431 and human glioblastoma cell line U-251, suggesting their specific potential in the chemoprevention and chemotherapy of skin cancer and glioma.
A series of curcumin analogues with different substituents at the 4-position of the phenyl group were synthesized and screened for in vitro cytotoxicity against a panel of human cancer cell lines. Several novel curcumin analogues, especially
32 and
34, exhibited selective and potent cytotoxic activity against human epidermoid carcinoma cell line A-431 and human glioblastoma cell line U-251, implying their specific potential in the chemoprevention and chemotherapy of skin cancer and glioma. The preliminary SAR information extracted from the results suggested that introduction of appropriate substituents to the 4′-positions could be a promising approach for the development of new cytotoxic curcumin analogues with special selectivity for A-431 and U-251 cell lines.</abstract><cop>Amsterdam</cop><pub>Elsevier Ltd</pub><pmid>21215629</pmid><doi>10.1016/j.bmcl.2010.12.020</doi><tpages>5</tpages></addata></record> |
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| subjects | Antineoplastic agents Antineoplastic Agents - chemical synthesis Antineoplastic Agents - chemistry Antineoplastic Agents - toxicity Biological and medical sciences carcinoma Cell Line, Tumor chemoprevention chemotherapy curcumin Curcumin - analogs & derivatives Curcumin - chemical synthesis Curcumin - chemistry Curcumin - toxicity Curcumin analogues Cytotoxicity Drug Screening Assays, Antitumor General aspects Humans Medical sciences Pharmacology. Drug treatments skin neoplasms Structure-Activity Relationship Synthesis |
| title | Synthesis and preliminary evaluation of curcumin analogues as cytotoxic agents |
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